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Transgender Sex Stories – Real Encounters & Passionate Experiences

Welcome to DoubleList’s collection for trans sex stories, where our users share their real, salacious experiences. Your secret encounters are always safe with us because your identity will be 100% anonymous. So, come on in and add your steamy trans erotic stories; we can’t wait to hear them.

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Category: TS / CD

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An Unexpected Casino Encounter with a New Friend
I'm an older CD. I love dressing as a woman. I made my monthly overnight stay at casino not too far away from me. I usually fully dress as a woman. I posted an ad on Doublelist to see how many

Posted by a TS / CD

By OlderMaleguy

A Stylish Stroll Through Manhattan's Streets
So…first of all l would like to introduce myself. My name is Mikhailla and I’m a dirty little piss whore. I am a slim, tall and sexy little piece of shit and I get so hot for older fat

Posted by a TS / CD

By Deleted User

A Night of Unexpected Connections at a Party
I shared my wife with my boss when we were in our early twenties. He was about 34 and married but his wife wasn’t with him for a few months. We went to a party (He drove his van and picked my

Posted by a TS / CD

By Deleted User

Exploring Freedom After Divorce
My ex wife n I dabbled in the swingers lifestyle for a few months before we got married. We went to a few parties where our rule was I could watch, but not touch. I would watch her with other men.

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Connections at the Casino Poker Table
Hubs n I went on a mini vacay a few weeks ago to Mississippi to visit a casino. For those that don't know, hubs is in his mid 70s, is completely useless n worthless in bed, but is financially

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Encounter in a Motel Room
I have always loved dressing. When I dress I’m very sexy. Growing up I had to hide this. When I came out to my sister and her husband my sister was ok with me being gay but her husband said it

Posted by a TS / CD

By swenson

A Shy Encounter with an Older Gentleman
I posted an ad awhile back looking for an older daddy type looking for a gloryhole situation as I'm shy and semi passable. But very hot even dressed. I got ready, got a little buzz and got a few

Posted by a TS / CD

By Deleted User

Adventures in an Adult Bookstore Setting
I went to an adult bookstore with glory-holes while fully dressed. In the glory-hole area, there were three floors of glory-holes and rooms that were private or semi-private. I walked between

Posted by a TS / CD

By Deleted User

An Unforgettable Night with New Friends on Vacation
I always place ads on DL. I always get no less than 3 guys to fuck me each time. I'm a total bareback bottom and I love taking cum in my ass. When I was on vacation I posted an ad saying I was

Posted by a TS / CD

By Deleted User

A Surprising Encounter in the City
I have always fantasize about bbc and I finally got some yes they are all ugly and like 50 plus aged bbcs but idc about that I just care. About how high their cocks are and I love sucking and getting

Posted by a TS / CD

By BbcLover

Unexpected Moments During Zoom Calls
A few years ago, when the Covid crap hit, I was dating a daddy who had to do those zoom calls a few times a day. Daddy owned his own company, so daddy had to stay in touch with his upper managers.

Posted by a TS / CD

By sissyjamie4daddys

Exploring Hidden Lives and Unexpected Connections
I have been married three times and lived long term with three other women . I have kept my secret sex life hid from all them and most anyone that knows me. There are a few very few friends I let

Posted by a TS / CD

By Deleted User

A Life-Changing Encounter During a Layover
I wasn't always a sub CD BTM. Then I had my first real gay sex experience and it changed my life almost instantly . I had to spend a four day lay over for repairs on my company truck and met

Posted by a TS / CD

By Deleted User

A Morning Visit from My Sugar Daddy
One of my suga daddys stopped by this morning for a blow job. As I was sucking suga daddys fat sweet cock, he asked me how many suga daddys I was seeing besides him. I told him how many, n that I had

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Visit Turns Into Adventure
We chatted for weeks and until we were both free. Iwent over to his home and knocked on the door. He let me in and he was more exciting in person than his posted pictures. We walked over to his

Posted by a TS / CD

By fsport255

An Unexpected Visit from a Close Friend
My story starts out rather differently. I have been a closet CD for about a year or so. I'd come home from work, have a drink or two and some how I'd end up dressing up in my women

Posted by a TS / CD

By teri69u

A Relaxing Evening on the Back Porch
I’m on my back porch and the weather is nice and I have had a couple drinks and wearing some sexy lingerie and playing with my toys. I would love to share them with someone but there is no one

Posted by a TS / CD

By rich5151

Adventurous Meetings in Mall Parking Lots
Got cut off just when I was about to get to the juicy part. So I enjoy meeting older men and being a sweetheart of a play along daughter or younger wife. Nothing is hotter than sitting on my

Posted by a TS / CD

By saraangela

Navigating Attention and Identity Through Sisterhood
Hello Gentlemen and ladies I am a TS that started my journey about 18 years ago. As a young somewhat A sexual person, I noticed early in life that I had hips wider than most boys my age. My ass was

Posted by a TS / CD

By saraangela

A Surprising Encounter in the Midnight Air
Hi, this is Candy at 5:51 AM this morning. I became a mad no more as I stood right there in the midnight air. The wind blew up my nighty he grabbed my Silk laced panties and pulled them down to the

Posted by a TS / CD

By york51

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 78.9k 1.4k 3.2k
#2
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 24.6k 355 3.1k
#3
cnysub
Gay Trans Straight
Ads on DoubleList 48.6k 543 2.9k
#4
kimorafoxxsexycd
Gay Couple Trans
New life as a gay man 76.2k 1.1k 2.8k
#5
sissyjamie4daddys
Trans Couple Straight
I love water 47.1k 461 1.9k
#6
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.5k 276 1.8k
#7
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.5k 614 1.7k
#8
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.4k 360 1.2k
#9
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.9k 354 1.1k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 38.3k 276 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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